1,3‐dipolar cycloaddition of diazomethane to azolopyridazines. The synthesis of isomeric 7‐methyl‐7 h ‐ and 8‐methyl‐8 h ‐pyrazolo[4,3‐ d ]azolopyridazmes | Zendy

Merslavič Marjo | Zendy; Petrič Andrej | Zendy; Rozman Damjana | Zendy; Stanovnik Branko | Zendy; Tišler Miha | Zendy

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1,3‐dipolar cycloaddition of diazomethane to azolopyridazines. The synthesis of isomeric 7‐methyl‐7 h ‐ and 8‐methyl‐8 h ‐pyrazolo[4,3‐ d ]azolopyridazmes

Author(s) -

Merslavič Marjo,

Petrič Andrej,

Rozman Damjana,

Stanovnik Branko,

Tišler Miha

Publication year - 1989

Publication title -

journal of heterocyclic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.321

H-Index - 59

eISSN - 1943-5193

pISSN - 0022-152X

DOI - 10.1002/jhet.5570260234

Subject(s) - diazomethane , chemistry , cycloaddition , chlorine atom , 1,3 dipolar cycloaddition , chlorine , medicinal chemistry , tricyclic , nucleophilic substitution , nucleophile , stereochemistry , ring (chemistry) , organic chemistry , catalysis

1,3‐Dipolar cycloaddition of diazomethane to 6‐chloro substituted azolopyridazines 1‐4 produces isomeric pairs of 7‐methyl‐7 H ‐ 9‐12 and 8‐methyl‐8 H ‐pyrazolo[4,3‐ d ]azolopyridazines 13‐16 . The nucleophilic substitution of chlorine at position 6 affords the corresponding 6‐amino 17, 20, 23, 26, 29,32,35 and 38 , 6‐methoxy 18, 21, 24, 27, 30,33, 36 , and 39 and 6‐hydrazino derivatives 19, 22, 25, 28, 31, 34, 37 , and 40 of these tricyclic systems.

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